Mixing Pleasure with Business

Doggy

Chuck was still dazed from the ecstatic over-the-balcony orgasm when I led him to my suite. I grabbed hold of his arm and walked to my room like a girlfriend would. I think he must not have been able to believe his luck.

Upon entering the room, I noticed that he was starting to get hard again in anticipation. His giant hard-on through his pants is betraying his innocent nerdy look. But we had plenty of time for fun. Chuck lifted my black dress over my head, revealing my E cups that were barely supported by my V-bra.

With barely nothing supporting my breasts, Chuck made no secret that he desired my huge melons. I gave him permission to enjoy my body as I kissed him softly. His hands reached straight for my breasts and started squeezing them. He ripped the tape of my V-bra off. I was standing in front of him wearing my black thong while he was still fully clothed.

His 7-inch hard-on was pressing up against his pants. I moved to unbuckle his belt while he fumbled over the buttons of his shirt. I pulled down his pants and boxers at the same time, kneeling down in front of him. His dick was rock hard again and stood at attention, with pre-cum building on the tip.

I admired the fact that he got his dick up within such a short period of time after cumming off the balcony. I wrapped my tiny fingers at the base of his shaft and placed my lips around the head of his cock. With the tip in my mouth, I started licking, letting my saliva mix with his pre-cum. I let my tongue play with his tip for a while as I stroke his shaft. I looked up at him and he had his eyes closed in ecstasy.

He unconsciously placed his hand behind my head and started to push his dick towards my throat. I happily took his hard dick in, sucking it as I slide it in. He let out a short groan in pleasure. With my saliva now coating his dick, I started to bob my head back and forth, with my lips tightly wrapped around his dick. I slid his dick all the way into my throat and moved it all the way out, with the tips barely inside my lips.

I continued to suck on his dick as I pumped his dick in my mouth. I could feel his entire body tense up as he struggled to maintain his balance. I knew he was edging close to orgasm. I stopped sucking him and stood up. He kissed me vigorously, pushing me against the wall. Our tongues intertwined and I let him taste his own pre-cum. I could feel my thong soaking wet with anticipation.

I whispered into his ear that I wanted to watch him fuck me in the living room. I had used this suite before with one of my daddies and I especially loved the living room as it has a huge mirror on the wall. You could see the entire living room in the mirror. After positioning me in front of the mirror, Chuck bent me over the sofa. He pulled my thongs down to my ankles. Without any further warning, he shoved his slippery cock into my dripping cunt. I let out a yelp as I felt the full length of his hard-on inside me.

Chuck began pounding me like there was no tomorrow. I watched as my boobs bounced back and forth with each thrust. Damn, his dick felt so good. He grabbed my waist with his hands and puled my ass towards him while he thrust his hips forward. Listening to my butt slapping against his groin while his thick cock stretched my pussy was driving me crazy.

I did not expect it but after what seemed like another 15 minutes of pounding, I suddenly felt my entire body tense up. My pussy walls pushed his thick cock outside of my as I squirted all over the carpet. My body was quivering uncontrollably as I had a huge orgasm. I could feel my entire body spasm and I looked ridiculous in the mirror. But it felt too good for me to care.

It took me a while to recover my breath. Chuck flipped me around and started to kiss me. His hands groped my breasts and slowly moved towards my butt, indicating that he wasn’t done for the night. He lifted my butt up as I hopped and wrapped my legs around him. He carried me off to the bedroom and threw me on the bed. I welcomed him with my thighs spread open.

As he inserted his still hard dick inside me, I wrapped my legs around him and pulled his body close. After that full-body orgasm that he gave me, I could not have enough of Chuck’s thick cock. I loved that his body was rubbing against my clit while he fucked me missionary. I think all that humping was starting to take the toll on him as he slowed down just as I was about to cum again. I begged him to keep fucking me, but he could not keep up the pace.

I decided to take things into my own hands. I flipped him onto his back and climbed on top of his dick. After giving him a quick appreciative suck on his wonderful dick, I slid my drenched pussy over his cock. I started riding him with his dick all the way inside me, rocking back and forth. Chuck grabbed my hips as I ground my pussy against his dick. I screamed out in pleasure as I continued to ride him back and forth.

“Aaaaaaaahhhhh…. aaaaaaahhhhh, Chuck… I love your big hard cock!!!”

I was drawing close to another squirting orgasm when I felt Chuck’s body tense up and starting convulsing as he let out a loud groan. I could feel his dick pulsing inside my pussy as he emptied his load inside me. Feeling the heat of the moment, I started to cum too. I screamed out in pleasure as I continued to ride him while I came.

I collapsed on top of him, kissing him appreciatively. After cuddling for a bit, we went to the bathroom to take a quick shower to clean up our carnal juices. Last thing I remembered was that I fell asleep in his arms.

The next morning, I was surprised when I woke up looking at Chuck’s morning wood tenting up the sheets. This man can really get it up. He still looked asleep, but his dick was ready for more action. I checked my phone and I saw Jake’s message to get my ass in office. I think this is just punishment for disappearing last night. He will probably give me a good grilling before pounding me.

I put on my garter and stockings to get ready, but Chuck woke up. I told him about Jake’s message but it would be really unfortunate to waste a good hard-on. So he had to settle for a blowjob instead. But not before he requested for a pic of my naked ass for his yank bank.

After making him cum all over the sheets, I got dressed and left him spent but contented, with a huge smile on his face.

It’s been a very dry couple of days. Work has kept me busy, and none of my sugar daddies needed my company. I had to take matters into my own hands. I was feeling extremely horny because I have not had an orgasm since last Friday.

Dressing up in lace and silk always gets my juices flowing. Today, I decided to go with my lavender baby doll and a matching silk robe. I stripped down from my over-sized t-shirt and admired my ample bosom in the mirror. Then, I slowly put on my sexy lingerie. Even as I was putting it on, I could feel myself getting aroused.

I laid back on to the bed and got comfortable. It has been a while since I had sex with Jake. Seeing him in the office daily and imagining taking his dick inside my tight wet pussy was left me wanting.

Jake loved toying with my pussy. I took out trusty my pink rabbit and started to slide it up and down the slit of my moist pussy. It felt like Jake’s dick was teasing the outsides of my pussy. I turned on the switch and boy, the vibration felt good. The soft vibrations were muffled by my pussy lips as I pressed the vibrating tip against my clit. My pussy was growing increasingly wet with my pre-cum.

I sneaked the tip of the vibrator in, just like how Jake would normally tease me. Sliding the tip in and out of my pussy just made my craving for dick a lot worse. I could no longer wait to take Jake’s big dick inside me. I slid the vibrator all the way in, putting the rabbit in contact with my clit as the vibrating tip massaged my g-spot. The combined pleasures was bringing me to heaven.

Thrusting the vibrator in and out of me quickly made it feel like Jake was pounding me missionary style. I steadied the quick thrusts and raised my hips to meet the vibrator as I slid it in. I was really getting worked up with the constant thrusting. With the dual pleasures of the rabbit against my clit and the vibrating tip against my g-spot, I could feel the pressure against my bladder as my orgasm drew near. I stuck the rabbit all the way in again and held it against my clit. I was going crazy with all the pleasuring and within a few seconds, I squirted out onto the vibrator and the bed.

Surely, after such a long dry spell, one orgasm was not going to be enough. I turned around with my face on the bed, positioning myself for penetration doggy-style. I continued to pleasure myself my sliding the rabbit in and out of me from behind. I love getting fucked by Jake from behind. Fantasizing about Jake pounding me from behind made me moan loudly.

I was ready to squirt again with the continuous thrusting of the pink dildo. I grabbed my left breast and squeezed it over my lingerie. I felt the hard nipples over the baby doll and started rubbing them in between my finger tips. I started to lose all conscious thought as my mind just wandered into fantasy land where Jake continued to pleasure me from behind.

I pressed the rabbit against my clit once again and the strong vibrations sent pleasures throughout my body. My body completely tensed up and without any warning, my knees buckled as I had a second super orgasm for the night. I laid down in bed with the vibrator still in my pussy.

The two orgasms tonight was amazing and I promised myself that I am not going to wait this long again before letting Jake fuck me. No amount of masturbation is going to beat the feeling of a hot muscular body sweating against my big breasts as my pussy gets pounded. I made a mental note to make sure I get some dick inside my pussy this weekend. Damn, it has been a dry week.

It has been 3 days since I last had intercourse. I was taking a short break and work was keeping me busy. On Monday, as I returned from my business trip, Ben texted me to say that his girlfriend was going out of town and he needed some company on Wednesday night.

Ben is one my sugar daddies. He is divorced and is in his early 40s, but could easily pass off as mid-30s with his youthful looks and fit body. Currently, he is dating an ambitious career woman in her late 20s who doesn’t give him the attention that he needs. From our conversations, I gathered that she tends to emasculate him by being overbearing and makes unreasonable demands.

One of the more important lessons I learnt early on as I ventured into being a sugar baby was to be a good listener. Allowing my “daddy” to release the stressful aspects of his life led to much hotter sex as he would then be able to focus on pleasuring me.

Ben was no different. He took me to extravagant Japanese restaurants (which is my weakness) and would normally spill his beans to me over fine dining and sake. I didn’t mind the company as he was a charming man, full of interesting stories. His witty sarcasm was a delight and I liked that we could be comfortable with each other.

Ben treats me exceptionally well. He has no trouble satisfying my craving for retail therapy. But tonight, there was not going to be any shopping. Whenever he calls me on weeknights, we usually end up in a 5-star hotel. He sounded like he needed his spirits lifted, so I decided to pick out an outfit to cheer him up. I bought this little red dress a couple of weeks ago and did not have a chance to wear it yet. I figured Ben would approve.

After picking me up from my workplace, we drove to a secluded restaurant to avoid the dinner crowd and bad traffic. He was having trouble focusing on the road with my short dress riding up, making my pink thongs almost visible.

Ben was usually in charge of ordering the food, and he truly knew how to pamper me. As he was seated beside me, his left hand was quick to spring into action as he caressed by right thigh as we began small talk. I am glad the red dress worked.

Along with his gentle voice, the stroke of his warm hands was getting me aroused. I invited his caresses by spreading my thighs and gave him a cheeky wink. He continued caress my inner thighs, getting closer to my panties. I grabbed his arm and leaned in towards his ear and let out a soft moan. We were interrupted when the waitress brought our food, but his hand never left my thigh.

I readjusted my dress so that he could get further access to my wet panties. My pink thongs were partially visible with my dress hiked up. He began eating naturally even though he had one hand under my dress. He was playfully circling my clit. I could feel my pussy wetting my panties and I was struggling to focus on eating, but I noticed his mischievous smile has he continued to eat nonchalantly.

I was visibly distracted. So he decided to stop playing with my pussy and removed his fingers but gave a long suck on them to taste my pussy juices. The sight was a huge turn on and we tried to finish our food quickly so that we could proceed to the next part of our agenda.

He quickly paid the bill and we adjourned to a nearby hotel that we had used before. I really liked the comfortable beds here. Ben had texted me earlier that he had a surprise for me. He had already checked in and we went straight up to the room. Upon entering the room, I was presented with the surprise present that he got for me in his last business trip. A brand new sparkly pair of Christian Louboutins! He really has outdone himself today.

But that was not all that he had in store for me. With such an expensive gift, I knew that tonight was going to be a little more exciting than the usual. Ben was not very creative in bed. He was not as good as Jake, but his sexual prowess was above average. His gentle nature was adorable but sometimes, I wished he would be a bit more forceful with me. Perhaps I appeared too fragile to him.

He reached into the paper bag and brought out the second surprise. It was a tiny paper bag but I immediately knew it was a lingerie. I like receiving lingerie. Especially sexy ones. Ben walked closer to me. His eyes were bright, unlike when he just picked me up a couple of hours ago. He was up to no good.

He grabbed me and turned me around. He fondled my breasts from behind and moved my hair aside to kiss my neck. Feeling his warm hands on my breasts and his kisses on my neck was making me horny. Having a new sexy pair of Louboutins helped. He deftly unzipped my dress from behind, leaving his right hand still squeezing my breast. He started kissing my back as he pushed my dress off my shoulders. This was amazingly a huge turn on. My dress dropped to the ground as he unhooked my bra. He quickly pulled it off me and threw it across the room and viciously squeezed my breasts as he continued to kiss and nibble on my back.

I felt the wetness starting to grow on my panties again. The smell of my dried pre-cum from our dinner foreplay was making me extra horny. I could no longer resist. I turned around and started kissing him passionately while he continued to fondle my breasts and nipples. I tried to unbutton his shirt but the buttons were not cooperating. I decided to rip his shirt off.

He was pleasantly surprised and I saw the growing bulge in his pants. I quickly unbuckled his belt and unzipped his pants. After his pants dropped to the ground, he told me to stop as he wanted me to wear my present. I thought he meant the shoes, but he took out a little red underwear from the tiny paper bag. He ordered me to remove my thongs and put the panties that he bought on. I liked how forceful he was when he ordered me. I happily complied.

After putting on the panties, he told me to turn around so that he could admire his new property. He pushed me onto the bed and said he wanted to take a photo of his property (aka me). I don’t like posing for nudes, so he settled for a photo of my butt in my new panties. Damn, it was so sexy. I was feeling so wet and horny just wearing it.

I smiled cheekily at him as I beckoned him over. This “new” Ben was a great turn on and I couldn’t wait to have him. He stopped by to pick up my new heels and again ordered me to put it on. Wow, he wants to fuck me in these heels. I was really swooning by now. I sat up to put on the heels and walked to the mirror to check out my new heels and thongs.

As I was admiring myself, Ben walked up behind me and started fondling my breasts again. I tried to turn around to kiss him but he said “No. I want you to watch as I fuck you from behind”. He bent me over and spread my legs. He pulled down his boxers to reveal his 6-inch dick. He was not big per se, but he had a thick girth.

I was so turned on bent over the mirror as I watched him pull the panties aside and enter me. I supported myself by placing my hands on the mirror as he wasted no time to insert his thick cock inside me. My pussy was so wet that he had no trouble sliding it in and out of me. He grabbed my waist and he pulled my ass towards him as he pounded me from behind. I could see my huge D-cupped tits bouncing with each thrust. Watching my tits bounced back and forth as he thrust his thick cock inside me was driving me wild.

I was much more aroused than I thought. After several minutes of consistent rhythmic banging, I felt my body tense up and had my first orgasm of the night. I usually have only one orgasm when I had sex with Ben. But within 30 minutes into the night, he had already made me cum once. I turned around to kiss him and he was visibly proud of himself.

I pushed him onto the bed and climbed on top of him while still wearing the precious heels that he got me. His dick was rock hard, pointing straight upwards. I peeled aside the sexy panties that he got for me to reveal my shaved pussy. I straddled his lap as I rubbed my wet slit with his entire shaft.

My pussy juices were glistening his thick hard cock even under the dim hotel light. I placed the tip of his penis at the entrance of my love hole. He impatiently grabbed my waist and brought my ass down. I felt his thick cock slide into my tight pussy and let out a loud moan. Damn, I missed his fat cock. He may not be have a long dick, but he really fills up my insides.

I started riding him up and down, with one hand holding onto his chest for balance and the other grabbing my boobs. He was enjoying the amazing view of my bouncing tits as he supported my up and down movement by guiding my waist. Ben was moaning out loud.

“Oh, Hannah… Your pussy feels so good. It’s so fucking tight. I love it when you squeeze my hard dick.”

His dirty talk has definitely improved. His dick felt so good. I continued to grind myself against his pelvic area as his dick was stretching my insides. He grabbed both my boobs with his hands and started squeezing them as he raised his ass to sync with my grinding. My moans were getting louder and louder as he continued to fuck me.

Ben was breathing heavily by now. He sat up and started licking my nipples while squeezing my other breast with his hand. I wrapped my arms around his neck and leaned backwards as I moaned in pleasure. He continued to fuck me as I bounced up and down his dick. It felt like I was hanging on for dear life.

His pace quickened as my moans grew louder. I could feel his squeeze get harder on my breasts and his body tensing up as he groaned my name out loud. It was such a turn on being the object of his pleasure. He started ejaculating into my pussy as he continued to pound me rapidly. Feeling the jet of his cum inside me, I started to cum too. I dug my fingers into his back as I came hard. It was the best orgasm I’ve had with Ben.

He fell back onto the bed after we had both climaxed. I climbed off his tree trunk of a dick and I could feel his cum ooze onto my new panties. I laid beside him and he told me that he wanted me to take off my panties and give it to him for safekeeping.

It feels so hot knowing that he will be taking a sniff off my stained panties when he is without me. I felt a sense of power and superiority, knowing that I could give him something his girlfriend couldn’t. I willingly took of the panties and playfully place it on his nose.

He took a big whiff. As his eyes were covered, I climbed over his head and sat on his face with his cum leaking out of my pussy with both my heels right beside his head. Wearing those sexy heels just made me feel the extra ounce of sexy and made me want to be in control.

I playfully forced his head into my pussy. He happily licked up my cum and my clit. I was becoming horny again. He continued to lick my pussy as I grew increasingly wet. I loved his tongue, though he was not as skillful as Jake.

The pleasure threw me into an uncontrollable trance as I continued to ride his head violently. I continued to grind my pussy against his mouth as his lips lapped up every drop of cum from my pussy. With a loud scream, I started cumming again. I felt woozy after that third orgasm and fell onto the bed exhausted.

Nothing quite makes my juices flow like a sexy pair of new heels and man who is desperate to impress.

I have been excited all week ever since Jake (my boss) informed me that I will be traveling with him on a business trip this weekend. We are going to Singapore for a bunch of meetings. As his personal aide, I am needed to be by his side almost always. Traveling with him has always been eventful.

First and foremost, let me introduce the Boss. He is a young (mid-30s) CEO of a start-up company that I work in. A very ambitious and sort of workaholic person. But he plays almost as hard as he works. To maintain his energy level throughout his busy days, he naturally keeps a healthy body. He is not buffed like a gym rat, but he is noticeably fit and has a 6-pack, with very toned muscles. Needless to say, a hot and successful businessman makes my pussy juices flow. It was one of the reasons I decided to work for him as his personal aide. Apart from wanting to work in an energetic start-up environment full of young ambitious people, of course.

In our last trip to Singapore, we had more than our fair share of excitement. During these business trips, we usually had some down time in the evenings and I bought a new set of bikini just for Jake’s viewing pleasure.

After a full day of challenging business meetings, I told Jake that I needed to release some stress and will go chill in the private jacuzzi at our suite. Even though I usually booked 2 rooms for our travels to avoid suspicion, Jake always insisted that I stay in his room with him. I invited him to join me in the jacuzzi but he said he had to reply to a bunch of emails and may join me later. I went to the room and put on my new pair of bikinis and stopped by his work table to give him a peck on the cheek and asked if he was sure if he didn’t want to join me.

He resisted, but I could see the growing bulge in his pants as he stared down my cleavage. I quickly left him wanting more and headed out to the patio. I sat there in the warm bath for a good 15 minutes before Jake came outside in his briefs. I could see his 8-inch dick tenting up his pants. Knowing that he must have been imagining me in my bikini made me horny. Before he stepped into the jacuzzi to join me, he pulled down his briefs and his thick hard dick sprung into view.

I love the view of his clean shaven pubic area. It made his dick look like a monster. Imagining the big hard dick sliding in and out of my pussy makes me dizzy. He quickly slid into the warm water right beside me. Before I could open my mouth to say anything, he put his index finger to my lips and said that we have done enough talking for the day during our meetings. No more talking. I could see he could not wait to tear the bikini off my D-cups. He leaned in and started kissing me roughly, just the way I like it. I like a man who knows what he wants and isn’t shy to take it.

I climbed on top of his lap to get into a more comfortable position. He grabbed my ass with both his hands and pulled me close to him. My breasts were firmly pressed against his muscular chest as we continued to kiss passionately. Jake moved his palms to my breasts and gave them a good tight squeeze. I let out a loud moan as my breathing became faster. I could feel his erect dick pressing against my pussy through my bikini bottom. I slide my body up and down, rubbing the tip of his penis, teasing him. His eyes showed that he could not wait to fuck me.

He pulled off the string of my bikini top and started sucking on my hard nipples. I leaned back to give him full access and happily lapped up both my breasts with his well-trained tongue. I could not hold back my loud moans. I whispered into his ear “I want you to fuck me from behind, hard…”

Jake doesn’t need me to ask twice. He grabbed on my ass and told me to hang on. He lifted me out of the jacuzzi and carried me towards the bedroom as we continued to kiss. I was impressed by how strong he was, but this was not unexpected. He threw me onto the bed and jumped on top of me. He continued to suck on my nipples as he pinned my wrists down. I love a man who wants to be in control. He continued to lick downwards and proceeded to slide my bikini bottom down towards my ankles.

I kicked the bottom off and he immediately spread my thighs wide open. My clean shaved pussy was at his mercy. I was visibly wet and he continued to use his masterful tongue to pleasure all my sensitive areas. He nibbled a little at my inner thighs before diving into my clit. I don’t even know what technique he was using, but his continuous licking and sucking was making me scream.

“Jake, stop toying with me and fuck me”. He continued to impress me with his strength as he easily flipped me over my tummy. He grabbed my waist and pulled my ass up as he positioned his dick right at the entrance of my pussy.

“You sure you can handle this, you little whore?” he said as he stroked the tip of his penis up and down my pussy lips.

In the midst of my moaning, I could not even muster an answer before he shoved all 8 inches of his dick inside my tight pussy. Luckily I was wet enough, or else I was sure that monster dick was going to tear something. Jake started pounding on my pussy. I was right. He could no longer wait to fuck me. I could hear my pussy juices squishing as he slid his dick in and out of me. His rhythmic pounding was just the right pace. He made it clear he was in no rush to cum. But I could not hold out much longer as my body convulsed uncontrollably while I came.

He turned me over and lifted me on to his lap and started fucking me cowgirl style. I wrapped my arms around him, almost as if holding for dear life. He guided my ass and hips as I rode up and down his rock hard cock.

Jake was a real master at pleasuring all my right spots. I could feel his tongue on my breasts while his dick was rubbing on my g-spot. He had made me squirt once before, but it rarely happens. This time, I could feel my tension building up in my bladder. I knew I was going to squirt if he kept this up.

I was growing increasingly louder and this made Jake quicken his pace. He was moaning louder too. I felt his body tense up and he let out a loud moan before he shot his load inside my pussy. After a few more strokes, I felt my pussy juices squirt out all over his lap as I had my second orgasm that night.

I almost passed out from the giddiness of this amazing session. But we were late for our dinner reservation. As I got up to clean up, he gave a big smack on my bare ass and said, “This isn’t over”.

I quickly put on a tight bodycon dress without wearing any bra and panties for dinner. Jake didn’t comment on my dress, but he smiled as he approved the hard nipples visible through my black dress. After our dinner, we went back up to his room and had a glass of wine. The combination of the smell of sex that we had that evening and the wine made me horny again. We continued our hardcore fucking and Jake came 2 more times while I had 3 more orgasms that night.

That was our last business trip together a month ago. I can’t wait to see what he has in store. He gave me RM500 allowance and told me to surprise him with an outfit for this weekend. I packed a little something something for the trip to surprise Boss. But more on this next week!